AR050716A1 - EPYMERIZATION OF ALILIC ALCOHOLS - Google Patents

EPYMERIZATION OF ALILIC ALCOHOLS

Info

Publication number
AR050716A1
AR050716A1 ARP050103608A ARP050103608A AR050716A1 AR 050716 A1 AR050716 A1 AR 050716A1 AR P050103608 A ARP050103608 A AR P050103608A AR P050103608 A ARP050103608 A AR P050103608A AR 050716 A1 AR050716 A1 AR 050716A1
Authority
AR
Argentina
Prior art keywords
vitamin
synthesis
attached
carbon
alcohols
Prior art date
Application number
ARP050103608A
Other languages
Spanish (es)
Original Assignee
Leo Pharma As
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Leo Pharma As filed Critical Leo Pharma As
Publication of AR050716A1 publication Critical patent/AR050716A1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J9/00Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C401/00Irradiation products of cholesterol or its derivatives; Vitamin D derivatives, 9,10-seco cyclopenta[a]phenanthrene or analogues obtained by chemical preparation without irradiation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/02Systems containing only non-condensed rings with a three-membered ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

La presente se refiere a procesos para epimerizar alcoholes de compuestos que tienen un sustituyente hidroxilo en un carbono alílico asimétrico, tales como compuestos utiles para la síntesis de análogos de la vitamina D en donde el sustituyente hidroxilo epimérico está en la posicion 24. La presente se refiere además a métodos para producir productos intermedios utiles para la síntesis de calcipotriol por medio de dichos procesos de epimerizacion. Reivindicacion 1: Un método para epimerizar un epímero o mezcla epimérica de un compuesto que comprende una cadena lateral de estructura general A y/o B, en la pocsicion del átomo de carbono al que se unen el grupo hidroxi y R3; poniendo en contacto dicho epímero o mezcla epimérica con un ácido en presencia de agua; en donde R3 es alquilo, alquenilo, alquinilo o cicloalquilo, opcionalmente sustituido con uno o más sustituyentes seleccionados del grupo que consiste en alquilo, alcoxicarbonilo, halogeno, hidroxi, metoxi y etoxi; en donde el carbono marcado con un asterisco está unido con un enlace simple al átomo de carbono C-17 de un fragmento de un análogo de la vitamina D; o en donde el carbono marcado con un asterisco está unido con un enlace simple a un fragmento de un precursor para la síntesis de un análogo de la vitamina D en su posicion análoga C-17.This refers to processes for epimerizing alcohols of compounds having a hydroxyl substituent on an asymmetric allyl carbon, such as compounds useful for the synthesis of analogs of vitamin D wherein the epimeric hydroxyl substituent is at position 24. The present is it also refers to methods for producing useful intermediates for the synthesis of calcipotriol by means of said epimerization processes. Claim 1: A method for epimerizing an epimer or epimeric mixture of a compound comprising a side chain of general structure A and / or B, in the position of the carbon atom to which the hydroxy group and R3 are attached; contacting said epimer or epimeric mixture with an acid in the presence of water; wherein R3 is alkyl, alkenyl, alkynyl or cycloalkyl, optionally substituted with one or more substituents selected from the group consisting of alkyl, alkoxycarbonyl, halogen, hydroxy, methoxy and ethoxy; wherein the carbon marked with an asterisk is attached with a single bond to the C-17 carbon atom of a fragment of a vitamin D analog; or wherein the carbon marked with an asterisk is attached with a single bond to a fragment of a precursor for the synthesis of a vitamin D analog in its analogous position C-17.

ARP050103608A 2004-09-01 2005-08-29 EPYMERIZATION OF ALILIC ALCOHOLS AR050716A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US60613504P 2004-09-01 2004-09-01

Publications (1)

Publication Number Publication Date
AR050716A1 true AR050716A1 (en) 2006-11-15

Family

ID=35445879

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP050103608A AR050716A1 (en) 2004-09-01 2005-08-29 EPYMERIZATION OF ALILIC ALCOHOLS

Country Status (15)

Country Link
US (1) US20070255066A1 (en)
EP (1) EP1789384B1 (en)
CN (1) CN101001835B (en)
AR (1) AR050716A1 (en)
AT (1) ATE411284T1 (en)
CA (1) CA2572607C (en)
DE (2) DE602005010454D1 (en)
ES (1) ES2315895T3 (en)
HK (1) HK1104277A1 (en)
IL (1) IL180248A (en)
MY (1) MY144065A (en)
PL (1) PL1789384T3 (en)
SI (1) SI1789384T1 (en)
TW (1) TWI318203B (en)
WO (1) WO2006024296A1 (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8263580B2 (en) 1998-09-11 2012-09-11 Stiefel Research Australia Pty Ltd Vitamin formulation
ES2407407T3 (en) 2005-06-01 2013-06-12 Glaxosmithkline Intellectual Property Development Limited Vitamin formulation
EP2613632A1 (en) * 2010-09-10 2013-07-17 Genzyme Corporation Continuous photolytic process for the preparation of vitamin d related substances
CN104693262B (en) * 2014-11-22 2016-07-06 吉林大学 Da Ma-20S, 25S-epoxy-3 β, 12 β, 26-triols and extracting method thereof and medicinal usage
CN106188122B (en) * 2015-05-05 2019-05-14 上海医药工业研究院 A kind of epimereation process of chirality allyl alcohol compound
ES2769952B2 (en) * 2018-12-28 2021-02-19 Laboratorios Vinas S A PROCEDURE FOR THE ENANTIOMERIC CONVERSION OF CALCIPOTRIOL INTERMEDIATES AND CORRESPONDING USE
ES2945426B2 (en) * 2021-12-30 2024-01-22 Laboratorios Vinas S A Procedure for obtaining 24S epimers from vitamin D derivatives and related procedure for obtaining vitamins D

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1987000834A1 (en) * 1985-08-02 1987-02-12 Leo Pharmaceutical Products Ltd. A/S Novel vitamin d analogues
IL82070A0 (en) * 1987-03-31 1987-10-20 Luz Ind Israel Ltd Hydrogen pump
US4815445A (en) * 1988-02-09 1989-03-28 Allied-Signal Inc. Solid catalysts for epimerization of aldoses; continuous interconversion of epimeric sugars
USRE39706E1 (en) * 1993-01-15 2007-06-26 Leo Pharma A/S Crystalline form of a vitamin D analogue
US7205420B2 (en) * 2002-06-13 2007-04-17 Teva Pharmaceutical Industries Ltd. Epimerization of analogs of vitamin D

Also Published As

Publication number Publication date
WO2006024296A1 (en) 2006-03-09
TWI318203B (en) 2009-12-11
IL180248A (en) 2008-06-05
ES2315895T3 (en) 2009-04-01
CA2572607A1 (en) 2006-03-09
CN101001835A (en) 2007-07-18
US20070255066A1 (en) 2007-11-01
ATE411284T1 (en) 2008-10-15
DE05770141T1 (en) 2008-02-21
TW200619187A (en) 2006-06-16
PL1789384T3 (en) 2009-04-30
DE602005010454D1 (en) 2008-11-27
EP1789384B1 (en) 2008-10-15
HK1104277A1 (en) 2008-01-11
CA2572607C (en) 2010-06-01
SI1789384T1 (en) 2009-04-30
CN101001835B (en) 2010-09-08
MY144065A (en) 2011-08-15
EP1789384A1 (en) 2007-05-30

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